Bourbon in the Boardroom

• How a single family story shaped his entire investing philosophy
• The house-hacking strategy that launched him into real estate
• Why vertical integration matters when you own and manage your own assets
• The GP vs LP difference explained simply, without the jargon
• How he thinks about market diversity, data centers, and avoiding overconcentration in one industry
• The leadership lesson that cost him money, but protected his investors
• Why he teaches residents basic financial literacy, from debt to credit to savings

William Hagood pushes Caleb into the real numbers and the real pressure behind scaling apartment deals, including a 14-unit bank-owned turnaround in South Phoenix, a 16-unit Oklahoma City lesson that exposed hidden plumbing risk, and the mindset required to keep going when the stakes get personal.Caleb also shares the mentor who changed his path, the role faith plays in how he leads, and the simple truth that separates people who dream about investing from people who actually do it: action.Essential listening if you want to understand multifamily investing, leadership under pressure, and what it really takes to build wealth from the ground up.

Curiosity in Leadership -

What if curiosity could help us lead with more empathy, connect more deeply, and become better humans? In this episode, William Hagood welcomes Dani Raschel Chou for an open, thoughtful conversation about leadership, career growth, and the power of genuine connection.Dani brings a wealth of knowledge and shares it generously—from her experience in city planning and executive support to her work as a consultant, podcaster, writer, and endurance athlete. Along the way, she opens up about the pressures leaders face, the quiet weight of confidential work, and the challenges of building friendships and community as adults.Together, William and Dani explore why networking is about more than exchanging job titles. Finding people through shared interests, building a trusted circle, and staying curious about perspectives different from our own can help us feel less alone and communicate with greater understanding.They also discuss the power and pitfalls of “what if” thinking, learning through failure, hiring the person rather than the paper, and asking difficult questions in ways that invite people to open up instead of shutting down.If you’re looking for an honest conversation about leadership, curiosity, and creating more meaningful connections, this episode is for you.

https://www.youtube.com/@withhatandcattle

https://www.youtube.com/@casachoupoms

https://www.linkedin.com/company/withhatandcattle/

https://www.linkedin.com/in/daniraschel/

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Most companies think they need to buy more software. Chad King is betting they need to rent the right one instead.He joins Bourbon in the Boardroom to break down a model that’s helping businesses scale without adding headcount, slash waste in disconnected systems, and turn custom software from a half-million-dollar CapEx headache into an affordable monthly OpEx.

William Hagood and Chad also dig into the leadership lessons behind the work—from Marine Corps discipline and mission focus to the hard calls around protecting your team, trusting people quickly, and knowing when to pivot before a bad decision becomes a costly one.

You’ll discover:

• Why Chad says the best leaders are often forged by bad leadership
• How he quantifies the cost of broken systems down to the dollar
• Why “the right person for the job” matters more than a perfect résumé
• How trust is built by giving responsibility early, not hiding it
• The real reason some companies refuse to cut corners, even when it costs them deals

Along the way, they get into bourbon, barbecue, and the patience it takes to do either well. Chad shares the bottles he reaches for, why William LaRue Weller sits at the top of his collection, and what whiskey has to teach leaders about timing, process, and waiting for the right result.

He also drops a line that’s worth remembering: don’t go cheap on the things that connect you to the ground—shoes, tires, and even your mattress.

If you’re a founder, operator, or team leader trying to build something durable, this conversation is packed with practical leadership, sharp business instincts, and a few great pours along the way.

Chad King is one of the masters behind Ayoka Systems, a custom software company helping businesses scale with tailored, modular solutions. Known for blending technology, sales, and leadership, he brings a rare perspective from the Marine Corps, corporate America, and the small-business world.

Perfect for leaders who care about team culture, operational efficiency, and making smarter decisions before the cracks show.

This episode took a hard left turn — in the best way. I brought my daughter onto the show to talk leadership, legacy, and… how to properly cook bacon. She's a student at Tarrant County College headed to UNT next year, aiming to become a teacher (with a marketing backup plan, because she's smart enough to have one). She's stubborn, sharp, and fully convinced she's the funniest person in the room, and honestly, she thinks I never give her enough credit for it. Still figuring out exactly how she's going to shake up the world, but I'd bet money she does. This one's less "boardroom strategy" and more "kitchen table wisdom," and honestly? It might be my favorite episode yet.

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Keep Climbing

Great leadership isn’t about having all the answers — it’s about building a culture where people feel seen, supported, and aligned toward something bigger. Brandon Denmon shares why culture drives execution, how hard decisions shape strong teams, and why the best leaders help others reach the summit.

You can find Brandon Denmon all of the DFW metro as well as here:

youtube.com/@BrandonDenmon

https://www.linkedin.com/in/brandon-denmon-b496bb6a/

https://peakexecutivesolutions.com

[email protected]

#Leadership #Culture #ExecutiveLeadership #ServantLeadership #BusinessGrowth #Teamwork #LeadershipDevelopment #PeakExecutiveSolutions #BourbonAndTheBoardroom

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Tyler White is Senior Recruiting Director at Coda Search and Staffing, VP at CISO Ascent and CIO Ascent — where he gets CIOs and CISOs out of the boardroom and onto a trail in a National Park — and co-host of his own podcast, Timeout with Leaders. Recruiter, community builder, podcaster — same guy, same gift. Let's pour one and get into it."

https://www.linkedin.com/in/woopigtylerwhite/

https://codarecruitment.com/

https://cisoascent.com/

https://cioascent.com/

https://www.youtube.com/@timeoutwithleaders8635

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